1-phenyl-4-amino-cyclohex-2-ene-1-carboxylic acid ethyl esters

Abstract

The invention relates to 1-phenyl-4-amino-cyclohex-2-ene-1-carboxylic-acid-esters of the general formula I ##SPC1## wherein R 1 and R 2 may be the same or different and may be H, alkyl, hydroxyalkyl, alkenyl, preferably with 1 to 4 C-atoms, aralkyl which may be bonded to each other, in which connection the heterocyclic system formed may be substituted further by the OH-- group and where attachment takes place by an oxygen or a nitrogen atom, if desired, which in its turn carries an H, alkyl with 1 to 4 C-atoms, aryl which may be substituted by chlorine, preferably in 3 or 4-position, and by methoxy, preferably in 2 or 4-position, acyl, preferably alkanoyl with 1 to 4 C-atoms, and aroyl, or aralkyl, and R 3 represents an alkyl radical with 1 to 4 C-atoms, the salts thereof and quarternary ammonium compounds, and a process for their preparation. These compounds have analgesic and neuroleptic properties.

We claim: 
     
       1. 1-Phenyl-4-dimethylamino-cyclohex-2-ene-1-carboxylic-acid-ethylester. 
     
     
       2. 1-Phenyl-4-diethylamino-cyclohex-2-ene-1-carboxylic-acid-ethylester. 
     
     
       3. 1-Phenyl-4-(2-phenylethylamino)-cyclohex-2-ene-1-carboxylic-acid-ethyl-ester. 
     
     
       4. 1-Phenyl-4-benzylamino-cyclohex-2-ene-1-carboxylic-acid-ethyl-ester. 
     
     
       5. 1-Phenyl-4-methylamino-cyclohex-2-ene-1-carboxylic-acid-ethylester. 
     
     
       6. 1-Phenyl-4-amino-cyclohex-2-ene-1-carboxylic-acid-ethyl-ester. 
     
     
       7. 1-Phenyl-4(methylallyl-amino)-cyclohex-2-ene-1-carboxylic-acid-ethylester. 
     
     
       8. 1-Phenyl-4-(methyl-2-phenylethyl-amino)-cyclohex-2-ene-1-carboxylic-acid-ethylester. 
     
     
       9. 1-Phenyl-4-(di-n-butylamino)-cyclohex-2-ene-1-carboxylic-acid-ethylester.